甲基 3,6-二-O-苄基-2-脱氧-2-(1,3-二氧代-1,3-二氢-2H-异吲哚-2-基)吡喃己糖苷合成路线 （共 22 条）
反应条件
N-iodo-succinimide; silver trifluoromethanesulfonate in dichloromethane
T=20°C; 0.166667 h; Inert atmosphere;
参考文献
Landstroem, Jens; Bergstroem, Maria; Hamark, Christoffer; Ohlson, Sten; Widmalm, Goeran
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 15 p. 3019 - 3032
反应条件
hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride in tetrahydrofuran; diethyl ether
5 h; Ambient temperature;
参考文献
Alais, Jocelyne; David, Serge
Carbohydrate Research, 1990 , vol. 201, # 1 p. 69 - 77
反应条件
hydrogenchloride; molecular sieve; sodium cyanoborohydride in tetrahydrofuran; diethyl ether
1 h; Ambient temperature;
参考文献
Schwartz; Lee; Carver; Krepinsky
Canadian Journal of Chemistry, 1985 , vol. 63, # 5 p. 1073 - 1079
反应条件
4 A molecular sieve in methanol; toluene
16 h; Ambient temperature;
参考文献
Van der Ven; Kerekgyarto; Kamerling; Liptak; Vliegenthart
Carbohydrate Research, 1994 , vol. 264, # 1 p. 45 - 62
反应条件
1: p-TsOH / acetonitrile / 0.33 h
2: NaH / dimethylformamide / 20 °C
3: methyl orange; NaCNBH3; HCl / tetrahydrofuran; diethyl ether
View Scheme
参考文献
Nitz, Mark; Bundle, David R.
Journal of Organic Chemistry, 2000 , vol. 65, # 10 p. 3064 - 3073
反应条件
1: NaOMe / methanol / 3 h
2: p-TsOH / acetonitrile / 0.33 h
3: NaH / dimethylformamide / 20 °C
4: methyl orange; NaCNBH3; HCl / tetrahydrofuran; diethyl ether
View Scheme
参考文献
Nitz, Mark; Bundle, David R.
Journal of Organic Chemistry, 2000 , vol. 65, # 10 p. 3064 - 3073
反应条件
1: NaH / dimethylformamide / 20 °C
2: methyl orange; NaCNBH3; HCl / tetrahydrofuran; diethyl ether
View Scheme
参考文献
Nitz, Mark; Bundle, David R.
Journal of Organic Chemistry, 2000 , vol. 65, # 10 p. 3064 - 3073
反应条件
1: lutidine; 4 Angstroem MS; AgOTf / CH2Cl2 / 3 h
2: NaOMe / methanol / 3 h
3: p-TsOH / acetonitrile / 0.33 h
4: NaH / dimethylformamide / 20 °C
5: methyl orange; NaCNBH3; HCl / tetrahydrofuran; diethyl ether
View Scheme
参考文献
Nitz, Mark; Bundle, David R.
Journal of Organic Chemistry, 2000 , vol. 65, # 10 p. 3064 - 3073
反应条件
1.1: boron trifluoride diethyl etherate / chloroform / 0.17 h / 0 - 20 °C / Inert atmosphere
1.2: 2 h / 20 °C / Inert atmosphere
2.1: methanol; sodium methylate / 1.5 h / 20 °C / pH 9
3.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 - 50 °C
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Inert atmosphere
4.2: 20 °C / Inert atmosphere
5.1: hydrogenchloride; sodium cyanoborohydride / tetrahydrofuran; diethyl ether / 5 h / 0 - 20 °C / Molecular sieve
6.1: N-iodo-succinimide; silver trifluoromethanesulfonate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Landstroem, Jens; Bergstroem, Maria; Hamark, Christoffer; Ohlson, Sten; Widmalm, Goeran
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 15 p. 3019 - 3032
反应条件
1.1: sodium hydroxide / water / 20 °C
2.1: pyridine / 0 - 20 °C
3.1: boron trifluoride diethyl etherate / chloroform / 0.17 h / 0 - 20 °C / Inert atmosphere
3.2: 2 h / 20 °C / Inert atmosphere
4.1: methanol; sodium methylate / 1.5 h / 20 °C / pH 9
5.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 - 50 °C
6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Inert atmosphere
6.2: 20 °C / Inert atmosphere
7.1: hydrogenchloride; sodium cyanoborohydride / tetrahydrofuran; diethyl ether / 5 h / 0 - 20 °C / Molecular sieve
8.1: N-iodo-succinimide; silver trifluoromethanesulfonate / dichloromethane / 0.17 h / 20 °C / Inert atmosphere
View Scheme
参考文献
Landstroem, Jens; Bergstroem, Maria; Hamark, Christoffer; Ohlson, Sten; Widmalm, Goeran
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 15 p. 3019 - 3032
